rac-6-(4-(2-(dimethylamino)ethoxy)phenyl)-N-(((1S,2R)-2-methoxycyclobutyl)methyl)-5-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

ID: ALA2087881

Chembl Id: CHEMBL2087881

PubChem CID: 58603341

Max Phase: Preclinical

Molecular Formula: C28H33N5O2

Molecular Weight: 471.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@@H]1CC[C@H]1CNc1ncnc2[nH]c(-c3ccc(OCCN(C)C)cc3)c(-c3ccccc3)c12

Standard InChI:  InChI=1S/C28H33N5O2/c1-33(2)15-16-35-22-12-9-20(10-13-22)26-24(19-7-5-4-6-8-19)25-27(30-18-31-28(25)32-26)29-17-21-11-14-23(21)34-3/h4-10,12-13,18,21,23H,11,14-17H2,1-3H3,(H2,29,30,31,32)/t21-,23+/m0/s1

Standard InChI Key:  IZQHOXWWRDCUSH-JTHBVZDNSA-N

Alternative Forms

1. Parent:

   

   ALA2087881

   6-[4-[2-(dimethylamino)ethoxy]phenyl]-N-[[(1S,2R)-2-methoxycyclobutyl]methyl]-5-phenyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 471.61

Molecular Weight (Monoisotopic): 471.2634

AlogP: 5.07

#Rotatable Bonds: 10

Polar Surface Area: 75.30

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.38

CX Basic pKa: 8.74

CX LogP: 4.18

CX LogD: 2.76

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.34

Np Likeness Score: -0.21

References

1. Jiao X, Kopecky DJ, Liu J, Liu J, Jaen JC, Cardozo MG, Sharma R, Walker N, Wesche H, Li S, Farrelly E, Xiao SH, Wang Z, Kayser F..  (2012)  Synthesis and optimization of substituted furo[2,3-d]-pyrimidin-4-amines and 7H-pyrrolo[2,3-d]pyrimidin-4-amines as ACK1 inhibitors.,  22  (19): [PMID:22929232] [10.1016/j.bmcl.2012.08.020]

Source

Source(1):

• Scientific Literature